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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 28396Erstellt: 24. Oktober 2026

Sodium Iodide → 6-Chloro-2-(2-(dimethylamino)ethyl)pyridazin-3(2H)-one

https://huagongshe.com/de/reaction/28396

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium IodideHCID 5238—
EduktPotassium CarbonateHCID 11430—
Edukt6-Chloropyridazin-3-olHCID 252828—
EduktN,N-Dimethylaminoethyl chloride hydrochlorideHCID 11636816—
LösungsmittelDimethylformamideHCID 6228—
Produkt6-Chloro-2-(2-(dimethylamino)ethyl)pyridazin-3(2H)-oneHCID 6930658322,5%

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

To a solution of 6-chloro-2H-pyridazin-3-one (500 mg, 3.83 mmol) in 5 mL dimethylformamide was added 2-dimethylaminoethyl chloride hydrochloride (828 mg, 5.75 mmol), potassium carbonate (1.59 g, 11.5 mmol) and sodium iodide (632 mg, 4.21 mmol). The mixture was stirred over night at 65° C. Solvent was evaporated. The crude product was dissolved in water and purified by preparative HPLC using a gradient of acetonitrile/5% acetonitrile—water phase containing 0.1 M ammonium acetate, to give 174 mg of 6-chloro-2-(2-dimethylamino-ethyl)-2H-pyridazin-3-one as light brown crystals after freeze drying (22% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07419979B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-f9aa938a188a4e96a702ce5c78b1c47e
Quellennotizuspto-grants-2008_09